Holiday houses in Oldtown

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Top-rated holiday rentals in Oldtown

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost

Cottage in Hidden Valley

4.88 out of 5 average rating, 101 reviews

RENOVATED! Top location ON lake! Walk to slopes!

JenniferRating, 5 stars3 weeks ago

Really great home, walkable to Hidden Valley in ski boots carrying skis. The house was just as described in the listing and photos were spot on. We chose this house because of the kids room, and it was terrific. Five kids slept there, played card games there, and ate in their own area while parents were able to enjoy ourselves in the kitchen and dining area. The mud room was a big win. When I had a question, the hosts were super fast to respond. The house overlooks the lake and the kids had a great time playing in the surrounds. The house has a large deck and a fire pit, but we did not use them due to weather. One thing to note: the steepness of the driveway should not be underestimated. In winter it will require a four or all wheel drive. I drove it easily, but one family could not get up it, and the other slid the entire way down sideways. That being said, the owners were quick to salt and cinder as necessary, and the neighbor helped us by plowing. Cannot recommend enough!

Top Guest favourite

Townhouse in McHenry

5 out of 5 average rating, 37 reviews

Our Lovely Lake Retreat

RachelRating, 5 stars2 days ago

Susan was a super sweet Airbnb host. She gave us local recommendations, was super responsive, and was helpful when we needed anything. The place was great and a great deal for the price. Super close to the lake and easy to drive to local places.

Guest favourite

Chalet in Davis

4.85 out of 5 average rating, 158 reviews

Big, Bright SLOPESIDE Ski Chalet, Outdoor Hot Tub!

ElydiaRating, 5 stars1 month ago

This place was AWESOME! Perfect location for wanting to spend your time on the slopes! Super cozy, very spacious, looks exactly like the pictures. The living area is a great hangout spot and the fireplaces kept us nice and warm during this windy winter stay.

Guest favourite

Chalet in Mercersburg

4.94 out of 5 average rating, 112 reviews

Amazing Whitetail Ski Holiday and Mountain Retreat

AndreaRating, 5 stars1 week ago

This is an excellent home for staying near the slopes! The beds were super comfortable, the welcome basket, kid friendly amenities, and provided essentials were very much appreciated. We would love to stay here again.

Top Guest favourite

Guest suite in Harpers Ferry

4.98 out of 5 average rating, 102 reviews

Tequila Sunset, Harpers Ferry. Entire first floor!

DavidRating, 5 stars1 day ago

We had an incredible stay at Tequila Sunset in Harpers Ferry! The place was beautiful, clean, and had a stunning view. Watching the sunset from the deck was a highlight of trip. Ally was a super responsive and thoughtful host, making sure we had everything we needed for a great stay. While in Harpers Ferry, we loved visiting the John Brown Museum and hiking to the Maryland Heights Overlook. Highly recommend this spot for a relaxing getaway. Would absolutely stay here again.

Top Guest favourite

Home in McHenry

4.9 out of 5 average rating, 130 reviews

Ski/in Ski/out Luxury Home Voted #1

BryanRating, 5 stars2 months ago

Anyone who is looking to enjoy Deep Creek/Wisp needs to stay here!! Such a great host and amazing home. Could not recommend the home enough! More than enough beds, extremely large hot tub, right on the water and right next to the mountain. Perfect spot.

Guest favourite

Townhouse in Somerset

4.92 out of 5 average rating, 193 reviews

Charming Getaway Hidden Valley 4BR+3Bath Hot Tub

EliseRating, 5 stars1 month ago

This is a great ski house near Seven Springs and Hidden Valley. Plenty of space for a group of 8 friends and we appreciated the easy access to the slopes, well-stocked kitchen for cooking, 3 full bathrooms, and hot tub. We'd definitely stay here again!

Guest favourite

Condo in Oakland

4.91 out of 5 average rating, 78 reviews

Top Notch Lake Getaway - Cozy in a plush resort

BrianRating, 5 stars1 month ago

Keith was a great host; gave clear instructions, was responsive via messaging, and checked in on us around our arrival time. The condo at Silver Tree Suites was clean, the main bedroom bed was very comfortable, the upstairs loft had the most room for the four of us to relax and play some board games and watch TV, and the bathroom was very clean. The den off the kitchen is a little tight so the upstairs loft was key. The kitchen met our needs for making breakfast as there was a microwave, toaster, small toaster oven, and a plug-in griddle to make eggs on. Big plus is having the restaurant and bar Dutch’s on site. Great food, good drinks, and cozy bar with some friendly bartenders. I’d definitely stay here again.

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Other great holiday rentals in Oldtown

Guest favourite

Townhouse in Champion

4.93 out of 5 average rating, 14 reviews

Seven Springs Mt. Villas townhouse - Free shuttle!

Beom KiRating, 5 stars2 weeks ago

The lodge was more than spacious enough for 8 people. It is a very captivating townhouse with vertical castle-esque layout. The kitchen was very well stocked with no shortage of glasswares, flatware, silverware, and cookware. The bathrooms were small, but they were 4 small bathrooms, which were enough for the group. The walls seem to be a bit thin, so you can easily hear the neighboring Airbnb parties, but it wasn't a deal breaker. Great stay for a sizeable group's Seven Springs ski resort retreat.

Guest favourite

Cabin in Augusta ( Capon Bridge)

4.97 out of 5 average rating, 149 reviews

Nirvana, Mountain View

RafaelRating, 5 stars2 weeks ago

We had an amazing stay, it's a very well equipped cabin, in an amazing, beautiful and very quiet place, exactly the kind of retreat we were looking for. Great mountais view. The nearby town is also very quiet and receptive, where it's easy to buy food and supplies. Su and her husband are amazing people and always willing to help. I can't wait to go back.

Guest favourite

Home in Davis

4.83 out of 5 average rating, 144 reviews

Yukon Cornelius - Ski Home in Gated Community

MatthewRating, 5 stars1 month ago

Great place thank you

Top Guest favourite

Guesthouse in Stephens City

5 out of 5 average rating, 16 reviews

Ventura Cottage: 360-views/HotTub/4 acres/Gym

John and AlexisRating, 5 stars3 months ago

We really loved this modern and well appointed cozy cottage! Great views of the Virginia countryside in a very tranquil setting. We enjoyed using the gym that was available to us on site and included weights, barbells, and an elliptical machine. A gas fired fireplace kept us warm and toasty while we visited with our daughters. Historic sites abound in the area as many a Civil War battle were fought near by. Wish we could have stayed a bit longer, but will definitely visit again.

Guest favourite

Cottage in Harpers Ferry

5 out of 5 average rating, 61 reviews

Cozy Mountain Cottage Perfect for Friends & Family

BethanyRating, 5 stars3 weeks ago

This house is very nice!! Lots of room to hang out even a separate downstairs area with a gaming room !! Really comfortable furniture!! Beautifully furnished!! Fully stocked kitchen!!! Very close to Harper’s ferry, lots of hiking and some great restaurants! Jason and angel were great hosts!! A great place to get away to!!!

Guest favourite

Cabin in McHenry

4.86 out of 5 average rating, 72 reviews

3+acres-petfriendly-hottub-fireplace-pool table

CaitlynRating, 5 stars1 month ago

A great place to stay! Alexandria was a responsive and friendly host. The location was great for access to wisp, groceries, and the restaurants in town for our winter stay. The home has lots of nice communal space for larger groups as well

Superhost

Home in McHenry

4.88 out of 5 average rating, 102 reviews

Ski-In/Out: Hot Tub EV Charger DogOK 50"TV FirePit

MelissaRating, 5 stars1 week ago

We loved the location! We could ski to the lift and sit in the hot tub watching the lift go by. Lots of windows to look out. The kitchen was great. All the rooms were spacious. Plenty of seating to hang out together. We will definitely come back next ski season.

Top Guest favourite